CN106008182A - Preparation method of 4,4'-difluorobenzophenone - Google Patents
Preparation method of 4,4'-difluorobenzophenone Download PDFInfo
- Publication number
- CN106008182A CN106008182A CN201610151940.XA CN201610151940A CN106008182A CN 106008182 A CN106008182 A CN 106008182A CN 201610151940 A CN201610151940 A CN 201610151940A CN 106008182 A CN106008182 A CN 106008182A
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- solvent
- difluoro
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- quantitative
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/20—Diazonium compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of 4,4'-difluorobenzophenone, wherein the method includes the following preparation steps: (1) preparing a fluoroboric diazonium salt; (2), adding the fluoroboric diazonium salt obtained in the step (1), a catalyst and a solvent into a beaker provided with a distillation device and a BF3 gas absorption device, and carrying out reduced pressure distillation, to obtain 4,4'-difluorodiphenylmethane; (3), loading 4,4'-difluorodiphenylmethane into a flask, adding 24% dilute nitric acid and a catalyst, heating to a reflux temperature, dropping a 55% nitric acid, completing dropping within about 4 h, after the dropping is completed, continuing to carry out a reaction for 2 h, cooling to room temperature, separating crystals out, filtering, reused the filtrate, recrystallizing the filter material with 70% ethanol, and drying to obtain white flaky 4,4'-difluorobenzophenone crystals. The process and operation practicability is high, the steps are simple, requirements on equipment are low, the method is suitable for industrialized production, the product yield reaches 95% or more and the content reaches 99.8% or more.
Description
Technical field
A kind of method that the present invention relates to difluoro benzophenone, is specifically related to one and prepares 4, the method for 4 '-difluoro benzophenone.
Background technology
4,4 '-difluoro benzophenone is a kind of important fluoro-containing intermediate, it is synthesis Drugs Containing Fluorine flunarizine, lomerizine, the important intermediate of almitrine, particularly application is that it is the monomer of special high-performance PEEK (PEEK), in chemistry and military industry field, polyether-ether-ketone (PEEK) belongs to speciality polymer material.There is the physical and chemical performances such as high temperature resistant, chemical resistance corrosion, be that a class can be used as high-temperature-resistant structure material and electrically insulating material, compound with glass fibre or carbon fiber can prepare reinforcing material.A class polyarylether class high polymer obtained by general employing and the condensation of aromatic dicarboxylic phenol.By 4,4'-difluoro benzophenone, hydroquinone and sodium carbonate are raw material, prepare with diphenyl sulphone (DPS) for solvent synthesis.
Summary of the invention
For the technical problem of above-mentioned existence, it is an object of the invention to: propose one and prepare 4, the method for 4 '-difluoro benzophenone, preparation technology is simple, is suitable for industrialized production, and product yield reaches more than 95%, content reaches more than 99.8%.
The technical solution of the present invention is achieved in that one prepares 4, the method for 4 '-difluoro benzophenone, specifically includes following preparation process:
(1), by 4,4 '-MDA, 42% fluoborate aqueous solution and quantitative concentrated hydrochloric acid, quantitative solvent load in reactor, 30% sodium nitrite in aqueous solution is dripped after being cooled to 8 DEG C under cryosel bath stirring, temperature controls below 10 DEG C, drip complete continuation and stir reaction 0.5h, then filter, solvent washs, is filtered dry, and drying at room temperature obtains fluorine boron diazol；
(2), the fluorine boron diazol, catalyst and the solvent that obtain in step (1) are equipped with distilling apparatus and BF3In the beaker of gas absorbing device, under agitation heating slowly, keep temperature less than 97 DEG C, till no longer having decomposition gas, then heat to reflux temperature, react 30min, boil off solvent, distillation of then reducing pressure, obtain 4,4 '-difluoro-diphenylmethane；
(3), by above-mentioned 4,4 '-difluoro-diphenylmethane loads flask, adds dust technology and the catalyst of quantitative 24%, it is warming up to reflux temperature, then drip amount of calculation 55% nitric acid, about 4h adds, and drips complete follow-up continuous reaction 2h, it is cooled to room temperature and separates out crystallization, filtering, filtrate reuses, filtrate with 70% ethyl alcohol recrystallization, being dried to obtain white plates 4,4 '-difluoro benzophenone crystallizes.
Due to the utilization of technique scheme, the present invention compared with prior art has the advantage that
The preparation 4 of the present invention, the method for 4 '-difluoro benzophenone, technique and operate practical, step is simple, the highest to equipment requirements, is suitable for industrialized production, and product yield reaches more than 95%, content reaches more than 99.8%.
Detailed description of the invention
One of the present invention prepares 4, the method for 4 '-difluoro benzophenone, specifically includes following preparation process:
(1), by 4,4 '-MDA, 42% fluoborate aqueous solution and quantitative concentrated hydrochloric acid, quantitative solvent load in reactor, 30% sodium nitrite in aqueous solution is dripped after being cooled to 8 DEG C under cryosel bath stirring, temperature controls below 10 DEG C, drip complete continuation and stir reaction 0.5h, then filter, solvent washs, is filtered dry, and drying at room temperature obtains fluorine boron diazol；
(2), the fluorine boron diazol, catalyst and the solvent that obtain in step (1) are equipped with distilling apparatus and BF3In the beaker of gas absorbing device, under agitation heating slowly, keep temperature less than 97 DEG C, till no longer having decomposition gas, then heat to reflux temperature, react 30min, boil off solvent, distillation of then reducing pressure, obtain 4,4 '-difluoro-diphenylmethane；
(3), by above-mentioned 4,4 '-difluoro-diphenylmethane loads flask, adds dust technology and the catalyst of quantitative 24%, it is warming up to reflux temperature, then drip amount of calculation 55% nitric acid, about 4h adds, and drips complete follow-up continuous reaction 2h, it is cooled to room temperature and separates out crystallization, filtering, filtrate reuses, filtrate with 70% ethyl alcohol recrystallization, being dried to obtain white plates 4,4 '-difluoro benzophenone crystallizes.
Above-described embodiment is only for technology design and the feature of the explanation present invention; its object is to allow person skilled in the art will appreciate that present disclosure and to be carried out; can not limit the scope of the invention with this; all equivalence changes made according to spirit of the invention or modification, all should contain within the scope of the present invention.
Claims (1)
1. prepare 4 for one kind, the method for 4 '-difluoro benzophenone, it is characterised in that: specifically include following preparation process:
(1), by 4,4 '-MDA, 42% fluoborate aqueous solution and quantitative concentrated hydrochloric acid, quantitative solvent load in reactor, 30% sodium nitrite in aqueous solution is dripped after being cooled to 8 DEG C under cryosel bath stirring, temperature controls below 10 DEG C, drip complete continuation and stir reaction 0.5h, then filter, solvent washs, is filtered dry, and drying at room temperature obtains fluorine boron diazol；
(2), the fluorine boron diazol, catalyst and the solvent that obtain in step (1) are equipped with distilling apparatus and BF3In the beaker of gas absorbing device, under agitation heating slowly, keep temperature less than 97 DEG C, till no longer having decomposition gas, then heat to reflux temperature, react 30min, boil off solvent, distillation of then reducing pressure, obtain 4,4 '-difluoro-diphenylmethane；
(3), by above-mentioned 4,4 '-difluoro-diphenylmethane loads flask, adds dust technology and the catalyst of quantitative 24%, it is warming up to reflux temperature, then drip amount of calculation 55% nitric acid, about 4h adds, and drips complete follow-up continuous reaction 2h, it is cooled to room temperature and separates out crystallization, filtering, filtrate reuses, filtrate with 70% ethyl alcohol recrystallization, being dried to obtain white plates 4,4 '-difluoro benzophenone crystallizes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610151940.XA CN106008182A (en) | 2016-03-17 | 2016-03-17 | Preparation method of 4,4'-difluorobenzophenone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610151940.XA CN106008182A (en) | 2016-03-17 | 2016-03-17 | Preparation method of 4,4'-difluorobenzophenone |
Publications (1)
| Publication Number | Publication Date |
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| CN106008182A true CN106008182A (en) | 2016-10-12 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610151940.XA Pending CN106008182A (en) | 2016-03-17 | 2016-03-17 | Preparation method of 4,4'-difluorobenzophenone |
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| Country | Link |
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| CN (1) | CN106008182A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110776406A (en) * | 2019-02-15 | 2020-02-11 | 福建永晶科技股份有限公司 | Novel Friedel-Crafts reaction method and catalyst thereof |
| WO2020164291A1 (en) | 2019-02-15 | 2020-08-20 | Fujian Yongjing Technology Co., Ltd | New process for manufacture of fluorinated benzenes and fluorinated benzophenones, and derivatives thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0004710A2 (en) * | 1978-03-31 | 1979-10-17 | Imperial Chemical Industries Plc | Preparation of 4,4'-difluorobenzophenone |
| WO1998000385A1 (en) * | 1996-07-01 | 1998-01-08 | Alliedsignal Inc. | Process for producing benzophenone compounds |
| CN102643160A (en) * | 2012-04-19 | 2012-08-22 | 江苏施美康药业有限公司 | Preparation method of 1,2,4-trifluorobenzene |
| CN104693389A (en) * | 2013-12-05 | 2015-06-10 | 大连市西岗区众源生办公设备商行 | Polyether ether ketone used for electronic processing |
-
2016
- 2016-03-17 CN CN201610151940.XA patent/CN106008182A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0004710A2 (en) * | 1978-03-31 | 1979-10-17 | Imperial Chemical Industries Plc | Preparation of 4,4'-difluorobenzophenone |
| WO1998000385A1 (en) * | 1996-07-01 | 1998-01-08 | Alliedsignal Inc. | Process for producing benzophenone compounds |
| CN102643160A (en) * | 2012-04-19 | 2012-08-22 | 江苏施美康药业有限公司 | Preparation method of 1,2,4-trifluorobenzene |
| CN104693389A (en) * | 2013-12-05 | 2015-06-10 | 大连市西岗区众源生办公设备商行 | Polyether ether ketone used for electronic processing |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110776406A (en) * | 2019-02-15 | 2020-02-11 | 福建永晶科技股份有限公司 | Novel Friedel-Crafts reaction method and catalyst thereof |
| WO2020164291A1 (en) | 2019-02-15 | 2020-08-20 | Fujian Yongjing Technology Co., Ltd | New process for manufacture of fluorinated benzenes and fluorinated benzophenones, and derivatives thereof |
| US11008273B2 (en) | 2019-02-15 | 2021-05-18 | Fujian Yongjing Technology Co., Ltd | Process for the manufacture of fluorinated benzenes and fluorinated benzophenones, and derivatives thereof |
| US11465958B2 (en) | 2019-02-15 | 2022-10-11 | Fujian Yongjing Technology Co., Ltd. | Process for Friedel-Crafts reaction, and catalyst therefore |
| CN110776406B (en) * | 2019-02-15 | 2022-11-04 | 福建永晶科技股份有限公司 | Novel Friedel-Crafts reaction method and catalyst thereof |
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Application publication date: 20161012 |